2-(1-carboxy-N-{4-[(2R)-2-acetamido-2-(pentylcarbamoyl)ethyl]naphthalen-1-yl}formamido)benzoic acid

• ChemBase ID: 1590
• Molecular Formular: C29H31N3O7
• Molecular Mass: 533.57234
• Monoisotopic Mass: 533.21620035
• SMILES: CCCCCNC(=O)[C@@H](Cc1ccc(N(C(=O)C(=O)O)c2ccccc2C(=O)O)c2c1cccc2)NC(=O)C
• Canonical SMILES: CCCCCNC(=O)[C@@H](Cc1ccc(c2c1cccc2)N(c1ccccc1C(=O)O)C(=O)C(=O)O)NC(=O)C
• InChI: InChI=1S/C29H31N3O7/c1-3-4-9-16-30-26(34)23(31-18(2)33)17-19-14-15-25(21-11-6-5-10-20(19)21)32(27(35)29(38)39)24-13-8-7-12-22(24)28(36)37/h5-8,10-15,23H,3-4,9,16-17H2,1-2H3,(H,30,34)(H,31,33)(H,36,37)(H,38,39)/t23-/m1/s1
• InChIKey: UESXELNYBIOROE-HSZRJFAPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(1-carboxy-N-{4-[(2R)-2-acetamido-2-(pentylcarbamoyl)ethyl]naphthalen-1-yl}formamido)benzoic acid
• IUPAC Traditional name: 2-(1-carboxy-N-{4-[(2R)-2-acetamido-2-(pentylcarbamoyl)ethyl]naphthalen-1-yl}formamido)benzoic acid
• Synonyms: Compound 12, N-Acetyl-4-[(Carboxycarbonyl)(2-Carboxyphenyl)Amino]-N-Pentyl-1-Napthylalaniamide

Database IDs

• PubChem SID: 160965047; 46507184
• PubChem CID: 46936228

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.5290039
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -1.4208024
• LogD (pH = 7.4): -3.4504523
• Log P: 3.4480515
• Molar Refractivity: 143.0114 cm^3
• Polarizability: 55.973988 Å^3
• Polar Surface Area: 153.11 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.77
• LOG S: -5.82
• Solubility (Water): 8.12e-04 g/l

DETAILS

DrugBank - DB01820

Drug information: experimental